Eine einfache Synthese von 2-Oxazolin-5-onen und verwandten Verbindungen via Amidcyclisierungen
Acid catalyzed cyclization of diamides 3 leads to 2-oxazolin-5-ones of type 2 in high yield (Scheme 2). Resolution of racemic oxazolinone 2b is accomplished by reaction with (S)-phenylalanin dimethylamide ((S)-5) to yield a diastereomeric mixture of triamides 6 (Scheme 3) and cleavage of the diaste...
| الحاوية / القاعدة: | CHIMIA |
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| المؤلفون الرئيسيون: | , |
| التنسيق: | مقال |
| اللغة: | الألمانية |
| منشور في: |
Swiss Chemical Society
1982-02-01
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| الوصول للمادة أونلاين: | https://www.chimia.ch/chimia/article/view/9550 |
| الملخص: | Acid catalyzed cyclization of diamides 3 leads to 2-oxazolin-5-ones of type 2 in high yield (Scheme 2). Resolution of racemic oxazolinone 2b is accomplished by reaction with (S)-phenylalanin dimethylamide ((S)-5) to yield a diastereomeric mixture of triamides 6 (Scheme 3) and cleavage of the diastereomers with HCl in toluene (cf. also Scheme 4). In an analogous reaction, monothio- and dithio-diamides 10,12 and 14 have been cyclized to 2-thiazolin-5-ones 11, 2-thiazolin-5-thiones 13, and 2-oxazolin-5-thiones 15, respectively (Schemes 5 and 6).
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| تدمد: | 0009-4293 2673-2424 |